3-[di(1H-pyrrol-2-yl)methyl]-4-[(triisopropylsilyl)ethynyl]phenol

Base Information

• Chemical Name: 3-[di(1H-pyrrol-2-yl)methyl]-4-[(triisopropylsilyl)ethynyl]phenol
• CAS No.: 1033224-28-0
• Molecular Formula: C₂₆H₃₄N₂OSi
• Molecular Weight: 418.654
• Mol file: 1033224-28-0.mol

Synonyms:3-[di(1H-pyrrol-2-yl)methyl]-4-[(triisopropylsilyl)ethynyl]phenol

Chemical Property of 3-[di(1H-pyrrol-2-yl)methyl]-4-[(triisopropylsilyl)ethynyl]phenol

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of 3-[di(1H-pyrrol-2-yl)methyl]-4-[(triisopropylsilyl)ethynyl]phenol

There total 3 articles about 3-[di(1H-pyrrol-2-yl)methyl]-4-[(triisopropylsilyl)ethynyl]phenol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 79.0%

pyrrole (109-97-7,30604-81-0) + 5-hydroxy-2-[(triisopropylsilanyl)-ethynyl]-benzaldehyde (1125632-59-8) → 3-[di(1H-pyrrol-2-yl)methyl]-4-[(triisopropylsilyl)ethynyl]phenol (1033224-28-0)

Guidance literature:

With trifluoroacetic acid; at 20 ℃; for 0.166667h;

DOI:10.1002/chem.200802077

Reference yield:

meta-hydroxybenzaldehyde (100-83-4) → 3-[di(1H-pyrrol-2-yl)methyl]-4-[(triisopropylsilyl)ethynyl]phenol (1033224-28-0)

Guidance literature:

Multi-step reaction with 3 steps

1: bromine / dichloromethane / 12 h / 25 °C / Inert atmosphere

2: tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper(l) iodide; triethylamine / 16 h / 80 °C / Inert atmosphere

3: trifluoroacetic acid / 1 h / 25 °C / Inert atmosphere

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; bromine; triethylamine; trifluoroacetic acid; In dichloromethane; 2: |Sonogashira Cross-Coupling;

DOI:10.1002/chem.201601505

Reference yield:

2-bromo-5-hydroxybenzaldehyde (2973-80-0) → 3-[di(1H-pyrrol-2-yl)methyl]-4-[(triisopropylsilyl)ethynyl]phenol (1033224-28-0)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper(l) iodide; triethylamine / 16 h / 80 °C / Inert atmosphere

2: trifluoroacetic acid / 1 h / 25 °C / Inert atmosphere

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine; trifluoroacetic acid; 1: |Sonogashira Cross-Coupling;

DOI:10.1002/chem.201601505

upstream raw materials:

pyrrole

5-hydroxy-2-[(triisopropylsilanyl)-ethynyl]-benzaldehyde

meta-hydroxybenzaldehyde

2-bromo-5-hydroxybenzaldehyde